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Urban Leather Trainers – Stylish Comfort for Everyday Use

Urban Leather Trainers – Stylish Comfort for Everyday Use

Regular price
£91.99
Sale price
£91.99
Regular price
£114.99
Men's Casual Sneakers – Breathable Antislip Trainers For Active Lifestyle

Men's Casual Sneakers – Breathable Antislip Trainers For Active Lifestyle

Regular price
£72.99
Sale price
£72.99
Regular price
£91.24
+1
Men's Sneakers – Artisan Leather Casual Footwear for Everyday Style

Men's Sneakers – Artisan Leather Casual Footwear for Everyday Style

Regular price
£70.99
Sale price
£70.99
Regular price
£88.74
+2
Men's Sneakers – Breathable Genuine Leather Casual Comfort

Men's Sneakers – Breathable Genuine Leather Casual Comfort

Regular price
£94.99
Sale price
£94.99
Regular price
£118.74
Italian Casual Sneakers – Breathable Non-Slip Footwear for Everyday Comfort

Italian Casual Sneakers – Breathable Non-Slip Footwear for Everyday Comfort

Regular price
£58.99
Sale price
£58.99
Regular price
£73.74
Jogger Pants – Breathable Casual Streetwear for Men

Jogger Pants – Breathable Casual Streetwear for Men

Regular price
£39.99
Sale price
£39.99
Regular price
£49.99
+3
Men's Casual Linen Pants – Comfortable Drawstring Design for Versatile Summer Wear

Men's Casual Linen Pants – Comfortable Drawstring Design for Versatile Summer Wear

Regular price
£42.99
Sale price
£42.99
Regular price
£53.74
+4
Urban Linen Trousers – Stylish Plus Size Casual Wear

Urban Linen Trousers – Stylish Plus Size Casual Wear

Regular price
£39.99
Sale price
£39.99
Regular price
£49.99
+4
Men's Casual Trousers – Lightweight Cotton Linen for Effortless Style

Men's Casual Trousers – Lightweight Cotton Linen for Effortless Style

Regular price
£39.99
Sale price
£39.99
Regular price
£49.99
+5
Men's Linen Trousers – Lightweight Breathable Summer Style

Men's Linen Trousers – Lightweight Breathable Summer Style

Regular price
£42.99
Sale price
£42.99
Regular price
£53.74
+3
Men's Linen Trousers – Lightweight Breathable Comfort for Summer Outings

Men's Linen Trousers – Lightweight Breathable Comfort for Summer Outings

Regular price
£39.99
Sale price
£39.99
Regular price
£49.99
+3
Men's Casual Pants – Breathable Wide Leg Joggers

Men's Casual Pants – Breathable Wide Leg Joggers

Regular price
£50.99
Sale price
£50.99
Regular price
£63.74
Casual Trousers – Lightweight Breathable Linen Pants

Casual Trousers – Lightweight Breathable Linen Pants

Regular price
£58.99
Sale price
£58.99
Regular price
£73.74
Casual Trousers – Comfortable Multi-Pocket Drawstring Design

Casual Trousers – Comfortable Multi-Pocket Drawstring Design

Regular price
£46.99
Sale price
£46.99
Regular price
£58.74
+2
Men's Coastal Joggers – Comfortable Cotton Linen Summer Pants

Men's Coastal Joggers – Comfortable Cotton Linen Summer Pants

Regular price
£35.99
Sale price
£35.99
Regular price
£44.99
+3
Casual Pants – Loose Fit Ice Silk for Comfortable Summer Wear

Casual Pants – Loose Fit Ice Silk for Comfortable Summer Wear

Regular price
£70.99
Sale price
£70.99
Regular price
£88.74
Casual Pants – Breathable Cotton Linen Drawstring Joggers

Casual Pants – Breathable Cotton Linen Drawstring Joggers

Regular price
£42.99
Sale price
£42.99
Regular price
£53.74
+3
Men's Harem Trousers – Lightweight Casual Summer Pants

Men's Harem Trousers – Lightweight Casual Summer Pants

Regular price
£39.99
Sale price
£39.99
Regular price
£49.99
Men's Stretch Pants – Lightweight Slim Fit Business Casual Trousers

Men's Stretch Pants – Lightweight Slim Fit Business Casual Trousers

Regular price
£50.99
Sale price
£50.99
Regular price
£63.74
+3
Men's Trousers – Slim Fit Stretch Fabric for Casual Outings

Men's Trousers – Slim Fit Stretch Fabric for Casual Outings

Regular price
£50.99
Sale price
£50.99
Regular price
£63.74
+2
Men's Chinos – Classic Straight Fit for Versatile Autumn Style

Men's Chinos – Classic Straight Fit for Versatile Autumn Style

Regular price
£46.99
Sale price
£46.99
Regular price
£58.74
+3
Men's Chinos – Stretchy Straight Fit for Versatile Casual Elegance

Men's Chinos – Stretchy Straight Fit for Versatile Casual Elegance

Regular price
£54.99
Sale price
£54.99
Regular price
£68.74
+2
Men's Casual Trousers – Comfortable High Waist Straight Fit for Versatile Styling

Men's Casual Trousers – Comfortable High Waist Straight Fit for Versatile Styling

Regular price
£62.99
Sale price
£62.99
Regular price
£78.74
+2
Men's Casual Pants – Slim Fit Solid Color Design for Versatile Everyday Style

Men's Casual Pants – Slim Fit Solid Color Design for Versatile Everyday Style

Regular price
£35.99
Sale price
£35.99
Regular price
£44.99
+1

Showing 120 of 212

Curated for you

Designer fashion, redefined

At FiftyFiveStyles we believe style should not be a luxury. Every piece is curated — from tailoring to everyday essentials — and priced so you can actually wear it. The SS26 sale runs up to 45% off across the range.

Fabrics you can trust

We work with linen, organic cotton, silk and merino — natural fabrics that breathe, drape and last. Every piece is hand-checked before it ships.

Easy to shop, easy to return

Free shipping. 30 days to return — no questions asked. Secure encrypted payments worldwide. Your wardrobe, on your own time.